Things to Do on the Eastern Shore: Your Summer Guide to Virginia & Maryland

Assateague Island National Seashore

Summer is one of the best times to discover the natural beauty, small-town charm, and unforgettable experiences of the Eastern Shore. Whether you’re planning a relaxing weekend or an adventure-filled vacation, Garden and Sea Inn is the perfect place to call home while you explore everything the Shore has to offer.

Spend a Day at Assateague Island National Seashore

No visit to the Eastern Shore is complete without spending time at Assateague Island National Seashore. There are two entrances: Virginia and Maryland. With miles of pristine beaches, scenic dunes, and abundant wildlife, it’s the perfect destination for swimming, sunbathing, shell collecting, or simply enjoying the coastal scenery.

If you’re traveling with your dog, the Maryland side of Assateague Island offers pet-friendly beach access. While you’re there, take time to visit the charming town of Berlin, Maryland, known for its locally owned boutiques, restaurants, and historic downtown. And, of course, keep an eye out for the wild ponies. Remember to admire them from a safe distance of at least 50 feet.

Explore Chincoteague Island and the National Wildlife Refuge

Nature lovers will enjoy hiking or biking through Chincoteague National Wildlife Refuge. The refuge features scenic trails, diverse wildlife, beautiful marshes, forests, and excellent birdwatching opportunities. Be sure to pack bug spray, especially during the warmer months.

Kayak the Eastern Shore

The calm bays, creeks, and marshes make the Eastern Shore one of the best kayaking destinations on the East Coast. Rent a kayak from Assateague Adventures or Snug Harbor Marina and explore the area’s peaceful waterways at your own pace.

Take a Pony Cruise

Seeing the famous Chincoteague Ponies from the water is a must-do experience. Local boat tours such as Saltwater Pony Tours, Daisey’s Island Cruises, and Captain Dan’s Around the Island Tours offer memorable trips where you can view the ponies in their natural habitat while learning about the area’s history and wildlife.

Discover the Region’s Rich History

Take some time to explore the history and culture of the Eastern Shore by visiting the Museum of Chincoteague Island or the Delmarva Discovery Museum. Both offer fascinating exhibits that highlight the area’s maritime heritage, wildlife, and unique coastal communities.

Visit Local Wineries

If you’re looking for a relaxing afternoon, explore some of the region’s outstanding wineries. A few local favorites include:

  • Windmill Creek Winery & Farm Kitchen
  • Bordeleau Vineyards & Winery
  • Chatham Vineyards

Each offers its own unique atmosphere along with excellent wines and beautiful scenery.

Visit NASA Wallops Flight Facility

Just a short drive away, the NASA Wallops Flight Facility Visitor Center offers interactive exhibits and an inside look at NASA’s work in rocket launches and scientific research. If your visit coincides with a scheduled launch, you may even have the opportunity to witness a rocket launch from the Eastern Shore—a truly unforgettable experience.

Enjoy Fresh Eastern Shore Seafood

Fresh seafood is a highlight of any Eastern Shore vacation. Summer is our busiest season, so reservations are highly recommended. Some of our favorite local restaurants include:

  • Ray’s Shanty
  • Don’s Seafood (just five minutes from Garden and Sea Inn)
  • Forgotten 50 Distilling
  • Blacksmith
  • Maurice
  • AJ’s on the Creek
  • Lily’s Little Mexico
  • Steamers Restaurant & Sports Bar

Whether you’re craving fresh oysters, local crab, shrimp, or a perfectly prepared steak, you’ll find exceptional dining throughout the region.

Make Garden and Sea Inn Your Home Away From Home

After a day spent exploring beaches, kayaking through quiet waterways, discovering local history, or enjoying fresh seafood, return to the peaceful comfort of Garden and Sea Inn. Our historic bed and breakfast offers the perfect combination of relaxation, hospitality, and convenient access to the very best attractions on Virginia and Maryland’s Eastern Shore.

Whether you’re planning your first visit or returning for another unforgettable vacation, we look forward to welcoming you.

Book your stay today and discover why so many guests fall in love with the Eastern Shore.

A Mother’s Day She’ll Never Forget

Seasonal Flowers

This Mother’s Day, skip the predictable gifts. Instead, give Mom something she truly deserves—time to relax, recharge, and feel appreciated in a peaceful, beautiful setting.

At Garden and Sea Inn, Mother’s Day becomes more than a day—it becomes an experience.

🌿 A Peaceful Escape on Virginia’s Eastern Shore

Tucked away on five serene acres, our charming bed and breakfast offers the perfect backdrop for a meaningful getaway. Whether it’s sipping coffee on a quiet porch, strolling through lush gardens, or simply enjoying the stillness of the countryside, every moment here feels like a breath of fresh air.

Victorian Home in May

🛏️ Thoughtful Comfort & Timeless Charm

Choose from beautifully appointed rooms across our three unique homes, each offering its own character and charm. From cozy elegance to historic ambiance, every space is designed for comfort, relaxation, and connection.

🥐 A Breakfast Worth Waking Up For

Start Mom’s day with a homemade gourmet breakfast—freshly prepared, beautifully served, and included with every stay. It’s the kind of morning that lingers long after the last bite.

Breakfast at Garden and Sea Inn

🐾 Bring the Dog!

We know Mom’s happiest when everyone’s together. That’s why we proudly offer pet-friendly accommodations—so no one gets left behind.

🌊 Explore, Unwind, and Reconnect

Spend the day exploring nearby coastal charm, boutique shops, and scenic nature spots—or simply stay in and enjoy the peaceful surroundings. Whether you’re planning a full itinerary or a slow, restful weekend, this is your time to reconnect.

Assateague Beach

💐 Make It Extra Special

Surprise Mom with thoughtful touches—flowers, a handwritten note, or simply the gift of uninterrupted time together. It’s the little things that make this getaway unforgettable.

🎁 Book Direct for the Best Experience

This Mother’s Day, give a gift that truly matters—rest, beauty, and time well spent.

✨ Reserve your Mother’s Day Getaway directly with Garden and Sea Inn to enjoy the best rates, personalized service, and exclusive offers.

Because she deserves more than a gift—she deserves a getaway.